54784-38-2Relevant articles and documents
Dichloroiodoisocyanuric acid: A new reagent for regioselective coiodination of alkenes and iodination of activated arenes
Da Silva Ribeiro, Rodrigo,Esteves, Pierre M.,De Mattos, Marcio C.S.
experimental part, p. 228 - 235 (2012/05/05)
Dichloroiodoisocyanuric acid was prepared in 93% by heating trichloroisocyanuric acid with 1.05 mol equiv. of iodine. This new reagent is very efficient for regioselective electrophilic iodination of activated arenes. Alkenes react with dichloroiodoisocyanuric acid in the presence of oxygenated nucleophiles (water, alcohols, and acetic acid), leading to the corresponding iodohydrins, β-iodoethers and β-iodoacetates with reaction times of less than one minute and with a high degree of regioselectivity. Enol ethers resulted in the regioselective formation of the corresponding iodine-dialkylacetals. Experimental results and DFT calculations showed that dichoroiodoisocyanuric acid is more reactive with unsaturated systems than triiodoisocyanuric acid.
N-iodosaccharin - A new reagent for iodination of alkenes and activated aromatics
Dolenc, Darko
, p. 544 - 546 (2007/10/03)
A mild and efficient iodination reagent, N-iodosaccharin was prepared. Iodination of activated aromatics and alkenes with the reagent takes place fast and under very mild conditions, without the aid of strong acids or heavy metals. The reagent does not affect oxidizable groups, such as hydroxyl or aldehyde.
An improved synthesis of β-iodo ethers and iodohydrins from alkenes
Sanseverino, Antonio M.,De Mattos, Marcio C. S.
, p. 1584 - 1586 (2007/10/03)
The preparation of diverse β-iodo ethers and iodohydrins is efficiently achieved in mild conditions by reaction of alkenes with two equivalents of I2 and alcohols (EtOH, i-PrOH, t-BuOH) or water, respectively.
